64 (M4M) Wish I had found out sooner

I want a gay boyfriend and to be someone’s gay boyfriend. I am married and trapped with limited meeting possibilities. Wish I had known when I was younger. Want to talk about life, fun things, sex things, and just enjoy life with my secret boyfriend. *notabot

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u/jpretired63 — 5 days ago
▲ 4 r/GayMatureMen95+1 crossposts

64 M Are my tan lines OK

I think I have a cute butt. Southern Middle TN. Can't do much but talk dirty as I am married. If you DM me tell me about yourself. I don't respond to one word or three letter DMs.

u/jpretired63 — 6 days ago

My father [75] and I [55] reminisce with a childhood game

Parts of this story are true. We used to play the game described. He did tell me where his condoms were. After his passing, I found his penis pump. Past that, it is all fiction. All characters and discussion are adults of legal age.

I had always assumed that at the age of 75, I would not be worried about sexual activity all that much. My father was 75 and we had a good relationship and could pretty much talk about anything. When we had "the talk," he told me where he kept his condoms in case I needed one. He always know what was going on in my head for some reason.

One day, I was going to a costume event with my wife and I needed a bow tie. I asked my dad if he had one. He said. " I think I have one on the top shelf of my closet. If you can find it, you can use it. So I wandered back to my parents bedroom and started rummaging through his closet. As I was looking on the shelf I found a box. It was rectangular and sort of looked like the box you would an electronic piece of equipment in. I looked at it for a bit and inside there was a clear tube, some plastic gadgets, and a squeeze ball, like you would see on a blood pressure cuff. I still hadn't caught on until I saw the instruction packet and there on the front, was a picture of a man's dick in the clear plastic tube. This was my father's penis pump! I sort of stared at it for a bit, looked at the picture of a man's dick in the tube and realized I was getting hard just standing there staring. As I came to my senses, I quickly put the instructions back in the box, set the box back on the shelf, and fortunately, found the bow tie close by.

I walked out of the bedroom in a daze, with a bowtie in my hand and thoughts of my dad's dick in a tube. "Did you find it?" my Dad asked. Yes I did a muttered, and sat down next to him on the couch. Still in my dazed state, I said "how's your sex life Dad?" Dad sort of stared and said, I think we need a drink for this discussion. He got up and started making our favorite drink, vodka with some kind of diet lemon lime soda.

In asking about his sex life, I realized the irony. My sex life with my wife was pretty much non-existent. No matter what I tried, it was never what I thought being married would bring. Sex was mundane, required me doing all the work, and I had basically just given up. We had no sex for about a year and a half. As it progressed, I began to question my sexuality and started looking at alternative porn like crossdressers, bisexuality, and even gay porn. In all of those situations it was nothing like what I had experienced. All of that porn was full of people, men, crossdressers, enjoying pleasing someone and being pleased. Straight porn seemed to be more like my life, a naked woman, looking bored, being pounded on by a man. Yes they made it look exciting, but the ne videos seemed like what I wanted, raw passion. I wanted that.

My Dad walks in with a couple of tall glasses and sets them down. Here son I made us a double. My Dad's doubles were about half vodka, another quarter ice and the last quarter soda. So we started drinking and started talking. He said, "when you get to be my age, the drive is still there but the equipment sometimes doesn't work. Your Mom is a trooper and wants to help, but sometimes it just doesn't work. I sort of stuttered and said "Dad, I found your pump looking for the bowtie, that is why I asked about your sex life. Does it work?" He said, "well it works. I can pump myself up and if I put a cock ring on, I can stay hard. I can still satisfy your Mom, but sometimes, it just seems like work." "I know how you feel," I replied. He said "do you have a pump" in a shocked questioning manner. "No Dad, I am just find in that respect, it is just that sex with Jan seems like too much work." "Do you ever think that there is something that will excite you more?"

At that question, I think I started down a path of no return. Today, I am happy I asked the question. Then, I had no idea where it would lead. My Dad stared straight ahead. He always wore, old man Bermuda shorts and a very light polyester short sleeve button down shorts. I also know he always wore boxers. He then looked at me and said, "Son, I am not sure how you will take this, but... I actually get excited thinking about other men." He shifted his position and I am not sure, but there may have been some movement in his Bermuda shorts. I just sat there, wondering what my response should be. I always wear polyester t-shirts, polyester light gym shorts and, of all things, Haynes String bikini underwear. As I was thinking of a response, i felt a bit of pressure in my red bikini underwear. I also started breathing a bit heavier. My biggest secret I have been carrying in my head was not that I was surfing porn frequently, but that, for a year I had only been surfing gay porn. It excited the heck out of me, and that is why sex with Jan seemed like work. "Hmmm," as I downed my last gulp of my drink, "I am pretty sure I know, what you mean. I need another drink." I got up, grabbed his glass and I probably made two even stronger drinks than my Dad made. I was also acting a bit wired as my red string bikini underwear was straining at the hardening of my man parts.

I came back in, set the drinks down and said, "so, have you been with a man?" "No, its just all in my head. A complete fantasy," my Dad replied as he took a big gulp of the drink I served him. "What do you mean when you said you know what I mean," he questioned. Another gulp of the drink for me, "I think I am in the same boat Dad, my go to online search when I am alone is naked old men." I actually said that to my Dad. What craziness is going on here tonight? My Dad always could think through a situation and come up with the calm solution, and he said "Ok, good to get that all out in front of us. We probably can have more good relationship conversations now." He then took another gulp of his drink, stared a bit and then said, "do you remember the raft in a storm game?" When I was younger my dad would play a game where he would be a raft and I would be on top of him, and he would go through the cycle of calm seas to stormy seas and back to calm again where he would throw me around during the stormy part. "Yeah that was fun," I said. Not knowing where this was going. By this time, the two strong drinks were getting to me and my string bikini underwear was about to give up. "When you came home that summer after college and laid by the pool in your speedo," my dad continued, "I wanted to play that game with you again." My Dad shifted as he was sitting, his Bermuda shorts rode up and I actually saw the head of his penis peeking out of the left leg of his shorts. I looked at it, I looked at him, he just stared back and I looked back down. "Hmm, yes that was my speedo period, I liked my body then," I was not sure what else to say, my mind was rolling in vodka, my string bikini underwear, and to say it bluntly, my Dad's cock!

"I am afraid I don't have that body anymore Dad," I said. "You are just fine son," he replied. "Do you want to be on the raft in a storm son," he asked. Well at this point, I was full of thoughts and had no direction of where to go with that. "That seems a little odd Dad, it would be strange. My weight is pushing over 230 now, can you handle that?" "Would it be strange son?" he replied. "I think it would be... interesting," and he just stared into space in front of him. At this point his dick was about an inch more beyond his shorts, I was has hard as a rock, so I said, "OK Dad lets do it, it will be an adventure."

At that point Dad got up and headed toward my bedroom. I followed and he unbuttoned his shirt, pulled down his shorts and laid on the bed in his boxers. He made sure to adjust his cock so it was laying on his belly and under his boxers. I started to climb on the bed and he said "no son, the way we used to." I stopped, pulled my shirt off, then my shorts and stood there in my string bikini underwear and climbed on top of him and straddled his waist. "This is really weird Dad," I said and as I settled in I felt his cock get hard underneath my waist. "Dad, you are hard," I said, "no pump." "This is what I needed son," he replied. And the he started the game. He started slowly rocking back and forth, whispering, "it is a calm night, relaxing on your raft." He started moving faster, "Oh there is a storm coming, the waves are getting bigger." He starts moving back and forth faster and faster and rolling me around as I straddle him. "Big waves son, Bi..." I suddenly feel warmth and liquid in my string bikini underwear and on my belly. My Dad just lays there, breathing heavy. We lay, warm cum between us. I am so hard I am about to explode. "Let the storm take you son," my Dad whispers in my ear. At that, I pull my dock out of my string bikini underwear, push my now rock hard cock into the fly of his boxers, and I feel my cock laying next to his dick soaked in his cum, and I release what may be the largest cum load I have ever produced.

We lay there. Time passes. We breathe together. I finally roll over. I have cum all over me, my Dad has cum all over him. And we lay in silence.

It seems like a long time passes. I feel wonderful. That wasn't like work with Jan, that was, wonderful! "Dad," I finally am able to find words. "We need a Father and Son night to get away from Mom and Jan now and then, you think?" "Yes son, yes we do," as my father leans over to lick the mixed cum off my belly.

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u/jpretired63 — 6 days ago

64 M4F RP with me as a lesbian

30 years of a mostly sexless marriage had me cross dressing, looking for gay partners, having affairs. Nothing is working. Want to role play as a lesbian, looking for spicy chat with my lesbian partners. Happy to be the mature lesbian for whatever suits your fancy. It just seems lesbian sex is the hottest sex that exists, and I wish I was a woman looking for hot passionate sex. Just want to spread my legs, have my naked breasts available and scissor with hot mature, or not mature women. Yes, this seems odd, but when all options have failed to get me whatI need, I have to find something. With my cross dressing past, I know there is a woman inside me somewhere.

I certainly can try to be what you need, as I am a very empathic and mostly female pleasing person. I have always felt that my needs were secondary, and the woman in front of me is the priority. Can you help me?

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u/jpretired63 — 6 days ago

64 M4F Southeast - One can always hope…

I have tried, in different ways, to fill that one gap in my marriage. There were always complications and it never succeeded.

Looking for flirty, sexy chat, but at the same time would like some sincere honest discord about life and happiness.

I don’t respond to 1 or 2 word DMs. Tell me about yourself and why I caught your eye.

Hoping for that one connection that makes all the difference.

*notabot

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u/jpretired63 — 23 days ago

64M Anyone into water sports?

I have found it extremely exciting to pee on myself. Really want someone to pee on me. Anyone in the same situation. Would love to talk about it.

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u/jpretired63 — 30 days ago

64 married, love looking at naked men (southern middle TN)

About me. I will post pictures at some point. Have been here before but wife found out so I cleaned up my act. But I can’t stay away from looking at naked men. It’s almost impossible for me to meet up as we are retired and have no free time alone. I guess I am looking for a gay friend so I can be gay in secret. I know I am gay now, but I guess I will fake it forever. Not sure anything will result from this but want to have a relationship (even if it is just a cyber relationship) with a man. Oddly I am attracted to older men… or younger men. Well I guess that doesn’t narrow it down much.

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u/jpretired63 — 1 month ago